Matteo Galli defeated Alessandro Da Col 7-6 6-3 in the Italy F8 round of 32 on clay. The upset overturned the form book — Alessandro Da Col came in leading the head-to-head 3–0. Matteo Galli claimed a first win over Alessandro Da Col in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-04-30 | Italy F12 | R16 | clay | Alessandro Da Col | 6-3 6-1 |
| 2003-02-10 | Switzerland 1 3 | R32 | carpet | Alessandro Da Col | 6-3 6-2 |
| 2001-06-18 | Italy 3 2 | R32 | clay | Alessandro Da Col | 6-7(4) 6-4 7-6(3) |